1. In order to form an amide from a carboxylic acid anhydride and an amine in aq
ID: 515863 • Letter: 1
Question
1. In order to form an amide from a carboxylic acid anhydride and an amine in aqueous solution, what must be true about the relative rate of nucleophilic acyl substitution versus hydrolysis? (Assume equimolar amounts.)
D. The relative rates don't matter.
2. A chemist needs 75.0 mL of isopentyl acetate to perform some chromatography. Assuming an appropriate amount of all other reagents is used, how many milliliters of isopentyl alcohol must the chemist use to prepare this much ester?
A. The hydrolysis must be faster. B. The nucleophilic acyl substitution must be faster. C. The rates must be equal.D. The relative rates don't matter.
2. A chemist needs 75.0 mL of isopentyl acetate to perform some chromatography. Assuming an appropriate amount of all other reagents is used, how many milliliters of isopentyl alcohol must the chemist use to prepare this much ester?
Explanation / Answer
1) The answer is A) The hydrolysis must be faster.
The rate of hydrolysis of anhydride must be faster to form the corresponding amide because the formed acyl ion immediately reacts with amine to form the amide.
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